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Chesapeake Bay Cottage Rentals(80)

80 Results
2 - 3 night minimum stay
  • 2 BR,
  • 1 BA,
  • 1 HF BA,
  • Sleeps 4
    (61)
    2 - 3 night minimum stay
    • 3 BR,
    • 1 BA,
    • 1 HF BA,
    • Sleeps 6
      (26)
      2 - 3 night minimum stay
      • 2 BR,
      • 1 BA,
      • Sleeps 4
        (72)
        2 - 3 night minimum stay
        • 3 BR,
        • 2 BA,
        • Sleeps 6
          (28)
          3 night minimum stay
          • 4 BR,
          • 3 BA,
          • Sleeps 8
            (22)
            Book it Now!
            2 night minimum stay
            • 3 BR,
            • 2 BA,
            • Sleeps 6
              (6)
              2 - 7 night minimum stay
              • 2 BR,
              • 2 BA,
              • Sleeps 4
                (32)
                • 3 BR,
                • 2 BA,
                • Sleeps 6
                  (6)
                  2 - 7 night minimum stay
                  • 3 BR,
                  • 2 BA,
                  • Sleeps 9
                    (5)
                    • 3 BR,
                    • 2 BA,
                    • Sleeps 8
                      (7)
                      2 - 3 night minimum stay
                      • 3 BR,
                      • 3 BA,
                      • Sleeps 7
                        (38)
                        2 - 3 night minimum stay
                        • 3 BR,
                        • 1 BA,
                        • 1 HF BA,
                        • Sleeps 6
                          (29)
                          2 - 3 night minimum stay
                          • 3 BR,
                          • 2 BA,
                          • Sleeps 6
                            (45)
                            2 - 3 night minimum stay
                            • 4 BR,
                            • 2 BA,
                            • 1 HF BA,
                            • Sleeps 8
                              (17)
                              Book it Now!
                              1 - 3 night minimum stay
                              • 2 BR,
                              • 1 BA,
                              • Sleeps 6
                                2 Reviews
                                2 - 3 night minimum stay
                                • 3 BR,
                                • 2 BA,
                                • Sleeps 6
                                  (3)
                                  2 night minimum stay
                                  • 3 BR,
                                  • 2 BA,
                                  • 1 HF BA,
                                  • Sleeps 7
                                    (4)
                                    2 night minimum stay
                                    • 3 BR,
                                    • 3 BA,
                                    • Sleeps 6
                                      (6)
                                      3 night minimum stay
                                      • 2 BR,
                                      • 1 BA,
                                      • Sleeps 5
                                        (12)
                                        Book it Now!
                                        1 - 2 night minimum stay
                                        • 1 BR,
                                        • 1 BA,
                                        • Sleeps 3
                                          (17)
                                          2 - 3 night minimum stay
                                          • 3 BR,
                                          • 2 BA,
                                          • Sleeps 6
                                            (28)
                                            2 - 3 night minimum stay
                                            • 3 BR,
                                            • 2 BA,
                                            • Sleeps 6
                                              (27)
                                              $107 - $110
                                              per night
                                              Book it Now!
                                              3 - 7 night minimum stay
                                              • 3 BR,
                                              • 1 BA,
                                              • Sleeps 6
                                                (10)
                                                2 - 3 night minimum stay
                                                • 2 BR,
                                                • 1 BA,
                                                • 1 HF BA,
                                                • Sleeps 4
                                                  (29)
                                                  2 - 3 night minimum stay
                                                  • 3 BR,
                                                  • 3 BA,
                                                  • Sleeps 6
                                                    (16)
                                                    2 - 3 night minimum stay
                                                    • 4 BR,
                                                    • 3 BA,
                                                    • Sleeps 8
                                                      (16)
                                                      2 - 3 night minimum stay
                                                      • 2 BR,
                                                      • 1 BA,
                                                      • 1 HF BA,
                                                      • Sleeps 4
                                                        (14)
                                                        2 - 3 night minimum stay
                                                        • 3 BR,
                                                        • 3 BA,
                                                        • Sleeps 5
                                                          (8)
                                                          Book it Now!
                                                          2 - 7 night minimum stay
                                                          • 3 BR,
                                                          • 2 BA,
                                                          • 1 HF BA,
                                                          • Sleeps 8
                                                            2 Reviews
                                                            Book it Now!
                                                            3 - 7 night minimum stay
                                                            • 3 BR,
                                                            • 1 BA,
                                                            • Sleeps 6
                                                              2 Reviews
                                                               

                                                              Recent Chesapeake Bay Reviews

                                                              SIMPLICITY COTTAGE

                                                              5 of 5
                                                              Rating Details: I was very satisfied with the condition of the vacation rental. I was very happy with the location. The vacation rental was very clean. The property manager was very helpful. Overall, I recommend this vacation rental. Reviewer Comments: Great location! Wonderful views! Well appointed cottage for a phenomenal getaway.
                                                              • Submitted: Jul 24, 2014
                                                              • Stayed: Jun 2014

                                                              PERFECT WEEKEND GETAWAY

                                                              5 of 5
                                                              The Harbor Hideaway was the perfect getaway retreat. It truly felt like home away from home. Carol, the homeowner, really thought of everything from a well-stocked kitchen and comfortable bedding to toiletries and even Band-Aids! We did s'mores out by the fire pit, played corn hole, and rode the four bikes to Inn at Perry Cabin and had a cocktail while sitting in the Adirondack chairs looking out onto the marina. St. Michaels is the perfect long weekend destination and the Harbor Hideaway is within walking distance to all the shops and restaurants.
                                                              • Submitted: Jun 24, 2014
                                                              • Stayed: May 2014

                                                              PARADISE AT SUMMERLEE COTTAGE

                                                              5 of 5
                                                              We had an amazing time at the Summerlee Cottage (and our pups did too!). What a beautiful place! The beach, the wildlife, the community, and the cottage itself all exceeded our expectations. From kayaking and biking to relaxing/playing on the beach, our stay at Summerlee was both peaceful and adventurous. We had an incredible time and will cherish these memories forever! Thank you so much! We will be back!
                                                              • Submitted: Jun 20, 2014
                                                              • Stayed: Jun 2014